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← Back to Mechanisms
Oxymercuration-Demercuration
Alkenes
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Step 1 of 3
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Step 1
Step 2
Step 3
Step 1: Mercurinium Ion Formation
Pi electrons attack Hg²⁺, forming three-membered ring
Line-angle
H₂C=CHCH₃
Condensed
Alkene (π bond)
Hg
2+
Hg(OAc)₂
Line-angle
Hg(OAc)₂
Condensed
π e⁻
Hg
2+
Line-angle
Mercurinium ion
(Hg²⁺ bridge)
Condensed
Three-membered ring, no rearrangement